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Identification
NameErgocalciferol
Accession NumberDB00153  (APRD00426, NUTR00005)
TypeSmall Molecule
GroupsApproved, Nutraceutical
Description

Ergocalciferol (Vitamin D2) is a derivative of ergosterol formed by ultraviolet rays breaking of the C9-C10 bond. It differs from cholecalciferol in having a double bond between C22 and C23 and a methyl group at C24. [PubChem]

Structure
Thumb
Synonyms
SynonymLanguageCode
(3beta,5Z,7e,22e)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-olNot AvailableNot Available
(5Z,7e,22e)-(3S)-9,10-Seco-5,7,10(19),22-ergostatetraen-3-olNot AvailableNot Available
(5Z,7e,22e)-(3S)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-olNot AvailableNot Available
Activated ergosterolNot AvailableNot Available
CalciferolNot AvailableNot Available
ErcalciolNot AvailableNot Available
ErgocalciferolNot AvailableNot Available
ErgocalciferolumNot AvailableNot Available
Oleovitamin D2Not AvailableNot Available
ViosterolNot AvailableNot Available
Vitamin D2Not AvailableNot Available
Vitamina D2Not AvailableNot Available
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Drisdolcapsule, liquid filled1.25 mgoralSanofi Aventis U.S. Llc1974-11-11Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule, liquid filled1.25 mgoralWinthrop U.S.2009-11-10Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Vitamin Dcapsule, liquid filled1.25 mgoralPaddock Laboratories, LLC2009-12-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralAidarex Pharmaceuticals LLC2009-08-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralLake Erie Medical DBA Quality Care Products LLC2009-08-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule, liquid filled1.25 mgoralAv Kare, Inc.2012-06-05Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule, liquid filled1.25 mgoralSigma Pharm Laboratories, Llc2012-01-28Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralPd Rx Pharmaceuticals, Inc.2009-08-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Vitamin Dcapsule1.25 mgoralPd Rx Pharmaceuticals, Inc.2010-03-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Vitamin Dcapsule1.25 mgoralAphena Pharma Solutions Tennessee, Llc2010-03-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralPliva Inc.2002-06-01Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule, liquid filled1.25 mgoralUnit Dose Services2010-07-23Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralBreckenridge Pharmaceutical, Inc.2009-08-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Vitamin Dcapsule1.25 mgoralA S Medication Solutions Llc2010-03-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralPhysicians Total Care, Inc.2007-07-12Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Vitamin Dcapsule1.25 mgoralSun Pharmaceutical Industries, Inc.2010-03-15Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule, liquid filled1.25 mgoralClinical Solutions Wholesale2010-07-23Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralGolden State Medical Supply, Inc.2009-08-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralSt Marys Medical Park Pharmacy2014-05-22Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule, liquid filled1.25 mgoralProficient Rx LP2010-07-23Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralbryant ranch prepack2009-08-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule, liquid filled1.25 mgoralReady Meds2010-07-23Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Vitamin Dcapsule1.25 1oralStrides Arcolab Limited2014-05-16Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule, liquid filled1.25 mgoralRising Pharamceuticals, Inc2010-07-23Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralDispensing Solutions, Inc.2009-08-17Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule1.25 mgoralAmerican Health Packaging2011-01-07Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ergocalciferolcapsule, liquid filled1.25 mgoralCarilion Materials Management2010-07-23Not AvailableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Over the Counter ProductsNot Available
International Brands
NameCompany
CalcidolNot Available
DeltalinNot Available
Brand mixtures
Brand NameIngredients
Calcimate Plus Calcium, Potassium, Magnesium and Vitamin DCalcium (Calcium Citrate, Calcium Malate) + Magnesium (Magnesium Oxide) + Potassium (Potassium Chloride) + Vitamin D2 (Ergocalciferol)
Calcium and Magnesium Citrate with Vitamin DCalcium (Calcium Citrate) + Magnesium (Magnesium Citrate) + Vitamin D (Ergocalciferol)
Calcium Magnesium 2:1 Tablets with Vitamin DCalcium (Calcium Citrate) + Magnesium (Magnesium Oxide) + Vitamin D2 (Ergocalciferol)
Centrum 8409Beta-Carotene + Biotin + Chromium (Chromic Chloride) + Copper (Cupric Oxide) + D-Pantothenic Acid (Calcium D-Pantothenate) + Folic Acid + Iodine (Potassium Iodide) + Iron (Ferronyl) + Manganese (Manganese Sulfate) + Molybdenum (Sodium Molybdate) + Nicotinamide + Vitamin a (Vitamin a Acetate) + Vitamin B1 (Thiamine Mononitrate) + Vitamin B12 (Cyanocobalamin) + Vitamin B2 (Riboflavin) + Vitamin B6 (Pyridoxine Hydrochloride) + Vitamin C (Ascorbic Acid) + Vitamin D2 (Ergocalciferol) + Vitamin E (Vitamin E Acetate) + Vitamin K1 (Phytonadione) + Zinc (Zinc Oxide)
Insur-All Vitamin SupplementBiotin + Choline Bitartrate + D-Pantothenic Acid + Inositol + Nicotinamide + Vitamin a (Vitamin a Acetate) + Vitamin B1 (Thiamine Hydrochloride) + Vitamin B12 (Cyanocobalamin) + Vitamin B2 + Vitamin B6 (Pyridoxine Hydrochloride) + Vitamin C + Vitamin D (Ergocalciferol) + Vitamin E (Dl-Alpha Tocopheryl Acetate)
Mega Halibut Liver OilVitamin a (Halibut Liver Oil) + Vitamin D (Ergocalciferol)
Msb EssentialsBeta-Carotene + Biotin + Calcium (Calcium Citrate) + Choline Dihydrogen Citrate + Chromium (Chromic Chloride) + D-Pantothenic Acid (Calcium D-Pantothenate) + Folic Acid + Inositol + Iodine (Potassium Iodide) + Iron (Ferrous Fumarate) + Magnesium (Magnesium Citrate) + Manganese (Manganese Hvp Chelate) + Methionine + Molybdenum (Sodium Molybdate) + Nicotinamide + Nicotinic Acid + Potassium (Potassium Citrate) + Selenium (Selenium Hvp Chelate) + Vitamin a (Vitamin a Acetate) + Vitamin B1 (Thiamine Hydrochloride) + Vitamin B12 + Vitamin B2 (Riboflavin-5-Phosphate) + Vitamin B6 (Pyridoxine Hydrochloride) + Vitamin C + Vitamin D (Ergocalciferol) + Vitamin E (D-Alpha Tocopherol) + Zinc (Zinc Chloride)
Pre-NatalBeta-Carotene (Provitamin a) + Biotin + Calcium (Calcium Citrate, Calcium Carbonate) + Chromium (Chromium Hvp Chelate) + Copper (Copper Hvp Chelate) + D-Pantothenic Acid (Calcium D-Pantothenate) + Folic Acid + Iodine (Potassium Iodide) + Iron (Iron Citrate) + Magnesium (Magnesium Hvp Chelate) + Manganese (Manganese Hvp Chelate) + Molybdenum (Molybdenum Hvp Chelate) + Nicotinamide + Potassium (Potassium Citrate) + Selenium (Selenium Hvp Chelate) + Silicon (Silicon Dioxide) + Vitamin a (Vitamin a Palmitate) + Vitamin B1 (Thiamine Hydrochloride) + Vitamin B12 (Cyanocobalamin) + Vitamin B2 (Riboflavin Hydrochloride, Riboflavin-5-Phosphate) + Vitamin B6 (Pyridoxine Hydrochloride, Pyridoxine 5' Phosphate) + Vitamin C (Calcium Ascorbate) + Vitamin D2 (Ergocalciferol) + Vitamin E (D-Alpha Tocopheryl Acid Succinate) + Zinc (Zinc Hvp Chelate)
Super Thera-MBeta-Carotene (Provitamin a) + Biotin + Calcium (Calcium Phosphate (Dibasic)) + Chloride (Potassium Chloride) + Chromium (Chromic Chloride) + Copper (Cupric Sulfate) + D-Pantothenic Acid (Calcium D-Pantothenate) + Folic Acid + Iodine (Potassium Iodide, Kelp) + Iron (Ferrous Fumarate) + Magnesium (Magnesium Oxide) + Manganese (Manganese Sulfate) + Molybdenum (Sodium Molybdate) + Nicotinic Acid (Nicotinamide) + Phosphorus (Calcium Phosphate (Dibasic)) + Potassium (Potassium Chloride) + Selenium (Sodium Selenate) + Vitamin a (Vitamin a Palmitate) + Vitamin B1 (Thiamine Mononitrate) + Vitamin B12 (Cyanocobalamin) + Vitamin B2 (Riboflavin) + Vitamin B6 (Pyridoxine Hydrochloride) + Vitamin C (Ascorbic Acid) + Vitamin D2 (Ergocalciferol) + Vitamin E (Dl-Alpha Tocopheryl Acetate) + Zinc (Zinc Sulfate)
Timed Release Multi Vitamin with Chelated MineralsBeta-Carotene (Provitamin a) + Biotin + Calcium (Calcium Hvp Chelate, Calcium Phosphate (Tribasic)) + Choline Bitartrate + Chromium (Chromium Hvp Chelate) + Copper (Copper Gluconate) + D-Pantothenic Acid (Calcium D-Pantothenate) + Dl-Methionine + Folic Acid + Inositol + Iodine (Potassium Iodide, Kelp) + Iron (Iron Hvp Chelate, Ferrous Fumarate) + Magnesium (Magnesium Oxide, Magnesium Hvp Chelate) + Manganese (Manganese Hvp Chelate) + Nicotinamide + Potassium (Potassium Chloride, Potassium Citrate) + Selenium (Selenium Hvp Chelate) + Vitamin B1 (Thiamine Hydrochloride) + Vitamin B2 (Riboflavin) + Vitamin B6 (Pyridoxine Hydrochloride) + Vitamin C (Ascorbic Acid) + Vitamin D (Ergocalciferol) + Vitamin E (D-Alpha Tocopheryl Acetate) + Zinc (Zinc Hvp Chelate)
SaltsNot Available
Categories
CAS number50-14-6
WeightAverage: 396.6484
Monoisotopic: 396.33921603
Chemical FormulaC28H44O
InChI KeyMECHNRXZTMCUDQ-RKHKHRCZSA-N
InChI
InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1
IUPAC Name
(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol
SMILES
CC(C)[C@@H](C)\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing 8 isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Polycyclic triterpenoid
  • Triterpenoid
  • Steroid
  • Cyclohexanol
  • Cyclic alcohol
  • Secondary alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Pharmacology
IndicationFor use in the management of hypocalcemia and its clinical manifestations in patients with hypoparathyroidism, as well as for the treatment of familial hypophosphatemia (vitamin D resistant rickets). This drug has also been used in the treatment of nutritional rickets or osteomalacia, vitamin D dependent rickets, rickets or osteomalacia secondary to long-term high dose anticonvulsant therapy, early renal osteodystrophy, osteoporosis (in conjunction with calcium), and hypophosphatemia associated with Fanconi syndrome (with treatment of acidosis).
PharmacodynamicsErgoalcifediol (Vitamin D2) is a fat soluble steroid hormone precursor of vitamin D. The principal biologic function of vitamin D is the maintenance of normal levels of serum calcium and phosphorus in the bloodstream by enhancing the efficacy of the small intestine to absorb these minerals from the diet. Cholecalciferol is synthesized within our bodies naturally, but if UV exposure is inadequate or the metabolism of cholecalciferol is abnormal, then an exogenous source is required. Vitamin D2 is converted to 25-hydroxyvitamin D (25OHD) in the liver, and then to the active form, 1,25-dihydroxyvitamin D (1,25(OH)2D), in the kidney. Once transformed, it binds to the vitamin D receptor, which leads to a variety of regulatory roles. Vitamin D plays an important role in maintaining calcium balance and in the regulation of parathyroid hormone (PTH). It promotes renal reabsorption of calcium, increases intestinal absorption of calcium and phosphorus, and increases calcium and phosphorus mobilization from bone to plasma. Very few foods naturally contain vitamin D. Sources that contain the vitamin include fatty fish, the liver and fat of aquatic mammals (e.g., seals, polar bears), and eggs from chickens fed vitamin D-fortified feed. As such, many countries have instituted policies to fortify certain foods with vitamin D to compensate for the potentially low exposures of skin to sunlight. Vitamin D deficiency results in inadequate mineralization of bone or compensatory skeletal demineralization and causes decreased ionized calcium concentrations in blood and a resultant increase in the production and secretion of PTH. Increase in PTH stimulates the mobilization of skeletal calcium, inhibits renal excretion of calcium, and stimulates renal excretion of phosphorus. This results in normal fasting serum calcium concentrations and low or near-normal serum phosphorus. The enhanced mobilization of skeletal calcium induced by this secondary hyperparathyroidism leads porotic bone.
Mechanism of actionActivated ergocalciferol increases serum calcium and phosphate concentrations, primarily by increasing intestinal absorption of calcium and phosphate through binding to a specific receptor in the mucosal cytoplasm of the intestine. Subsequently, calcium is absorbed through formation of a calcium-binding protein. 25-hydroxyergocalciferol is the intermediary metabolite of ergocalciferol. Although this metabolite exhibits 2–5 times more activity than unactivated ergocalciferol in curing rickets and inducing calcium absorption and mobilization (from bone) in animals, this increased activity is still insufficient to affect these functions at physiologic concentrations. Activated ergocalciferol stimulate resorption of bone and are required for normal mineralization of bone. Physiological doses of ergocalciferol also promotes calcium reabsorption by the kidneys, but the significance of this effect is not known.
AbsorptionReadily absorbed from small intestine (proximal or distal), requires presence of bile salts.
Volume of distributionNot Available
Protein binding>99.8%
Metabolism

Within the liver, ergocalciferol is hydroxylated to ercalcidiol (25-hydroxyergocalciferol) by the enzyme 25-hydroxylase. Within the kidney, ercalcidiol serves as a substrate for 1-alpha-hydroxylase, yielding ercalcitriol (1,25-dihydroxyergocalciferol), the biologically active form of vitamin D2.

SubstrateEnzymesProduct
Ergocalciferol
Not Available
25-Hydroxyvitamin D2-25-glucuronideDetails
Ergocalciferol
Not Available
Vitamin D2 3-glucuronideDetails
Ergocalciferol
Not Available
25-Hydroxyvitamin D2 25-(beta-glucuronide)Details
Route of eliminationNot Available
Half life19 to 48 hours (however, stored in fat deposits in body for prolonged periods).
ClearanceNot Available
ToxicityLD50 = 23.7 mg/kg (Orally in mice); LD50 = 10 mg/kg (Orally in rats ); Nausea, vomiting and diarrhea, weight loss, irritability, weakness, fatigue, lassitude, and headache.
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9428
Caco-2 permeable+0.8323
P-glycoprotein substrateSubstrate0.6628
P-glycoprotein inhibitor IInhibitor0.7614
P-glycoprotein inhibitor IINon-inhibitor0.8391
Renal organic cation transporterNon-inhibitor0.796
CYP450 2C9 substrateNon-substrate0.8432
CYP450 2D6 substrateNon-substrate0.9003
CYP450 3A4 substrateSubstrate0.7362
CYP450 1A2 substrateNon-inhibitor0.9046
CYP450 2C9 substrateNon-inhibitor0.8924
CYP450 2D6 substrateNon-inhibitor0.9519
CYP450 2C19 substrateNon-inhibitor0.8784
CYP450 3A4 substrateNon-inhibitor0.8142
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8163
Ames testNon AMES toxic0.9401
CarcinogenicityNon-carcinogens0.9169
BiodegradationNot ready biodegradable0.9742
Rat acute toxicity3.6931 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8502
hERG inhibition (predictor II)Non-inhibitor0.7513
Pharmacoeconomics
Manufacturers
  • Eli lilly and co
  • Sanofi aventis us llc
  • Orit laboratories llc
  • Sigmapharm laboratories llc
  • Strides arcolab ltd
  • Sun pharmaceutical industries inc
  • Banner pharmacaps inc
  • Chase chemical co lp
  • Everylife
  • Impax laboratories inc
  • Lannett co inc
  • Vitarine pharmaceuticals inc
  • West ward pharmaceutical corp
Packagers
Dosage forms
FormRouteStrength
Capsuleoral1.25 1
Capsuleoral1.25 mg
Capsule, liquid filledoral1.25 mg
Prices
Unit descriptionCostUnit
Ergocalciferol powder234.4USD g
Doral 15 mg tablet3.41USD tablet
Doral 7.5 mg tablet3.37USD tablet
Drisdol 50000 unit capsule2.34USD capsule
Drisdol 8288 unit/ml Liquid0.48USD ml
Vitamin d 400 unit softgel0.04USD softgel capsule
Longs vitamin d 400 unit tablet0.03USD tablet
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point116.5 °CPhysProp
water solubility50 mg/LTOMLIN,C (1994)
logP7.3Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000433 mg/mLALOGPS
logP7.59ALOGPS
logP7.05ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)18.38ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity128.89 m3·mol-1ChemAxon
Polarizability50.73 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Download (9.78 KB)
SpectraGC-MSMS/MSLC-MS1D NMR2D NMR
References
Synthesis Reference

Charles W. Bishop, Glenville Jones, Ronald L. Horst, Nicholas J. Koszewski, Joyce C. Knutson, Raju Penmasta, Robert M. Moriarty, Stephen Strugnell, Timothy A. Reinhardt, Liang Guo, Sanjay K. Singhal, Lei Zhao, “Methods for preparation and use of 1A,24(S)-dihydroxy vitamin D2.” U.S. Patent US5789397, issued March, 1992.

US5789397
General Reference
  1. DeLuca HF: Overview of general physiologic features and functions of vitamin D. Am J Clin Nutr. 2004 Dec;80(6 Suppl):1689S-96S. Pubmed
External Links
ATC CodesA11CC01
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSDownload (78.4 KB)
Interactions
Drug Interactions
Drug
CholecalciferolVitamin D analogs may enhance the adverse/toxic effect of other Vitamin D analogs. Avoid combined use of multiple vitamin D analogs (at pharmacologic doses). Prescribing information for calcitriol, doxercalciferol, paricalcitol, and alfacalcidol each specifically cautions against such combined use. Though not specified in the prescribing information for calcipotriene, cholecalciferol, and ergocalciferol, each contains warnings regarding the potential for vitamin D toxicity.
ColesevelamBile acid sequestrants such as colesevelam may decrease the serum concentration of Vitamin D Analogs. More specifically, bile acid sequestrants may impair absorption of Vitamin D Analogs. Avoid concomitant administration of vitamin D analogs and bile acid sequestrants (e.g., cholestyramine). Monitor plasma calcium concentrations in patients receiving combined therapy with these agents. This is particularly important in patients receiving higher doses of a bile acid sequestant (i.e., 30 g/day or more of cholestyramine or equivalent) or in patients experiencing bile acid sequestrant-induced steatorrhea. Specific recommendations regarding the separation of administration of these agents are not defined; however, it would seem prudent to separate the administration of these agents by several hours to minimize the potential risk of interaction. Similar precautions do not apply to parenterally administered vitamin D analogs.
Food InteractionsNot Available

Targets

1. Vitamin D3 receptor

Kind: protein

Organism: Human

Pharmacological action: yes

Actions: agonist

Components

Name UniProt ID Details
Vitamin D3 receptor P11473 Details

References:

  1. Carvallo L, Henriquez B, Olate J, van Wijnen AJ, Lian JB, Stein GS, Onate S, Stein JL, Montecino M: The 1alpha,25-dihydroxy Vitamin D3 receptor preferentially recruits the coactivator SRC-1 during up-regulation of the osteocalcin gene. J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):420-4. Epub 2007 Jan 10. Pubmed
  2. Liu W, Tretiakova M, Kong J, Turkyilmaz M, Li YC, Krausz T: Expression of vitamin D3 receptor in kidney tumors. Hum Pathol. 2006 Oct;37(10):1268-78. Epub 2006 Jul 27. Pubmed
  3. Ewing AK, Attner M, Chakravarti D: Novel regulatory role for human Acf1 in transcriptional repression of vitamin D3 receptor-regulated genes. Mol Endocrinol. 2007 Aug;21(8):1791-806. Epub 2007 May 22. Pubmed
  4. Gallagher JC, Sai AJ: Vitamin D insufficiency, deficiency, and bone health. J Clin Endocrinol Metab. 2010 Jun;95(6):2630-3. Pubmed
  5. Straube S, Derry S, Moore RA, McQuay HJ: Vitamin D for the treatment of chronic painful conditions in adults. Cochrane Database Syst Rev. 2010 Jan 20;(1):CD007771. Pubmed
  6. Jurutka PW, Bartik L, Whitfield GK, Mathern DR, Barthel TK, Gurevich M, Hsieh JC, Kaczmarska M, Haussler CA, Haussler MR: Vitamin D receptor: key roles in bone mineral pathophysiology, molecular mechanism of action, and novel nutritional ligands. J Bone Miner Res. 2007 Dec;22 Suppl 2:V2-10. Pubmed
  7. Mikhak B, Hunter DJ, Spiegelman D, Platz EA, Hollis BW, Giovannucci E: Vitamin D receptor (VDR) gene polymorphisms and haplotypes, interactions with plasma 25-hydroxyvitamin D and 1,25-dihydroxyvitamin D, and prostate cancer risk. Prostate. 2007 Jun 15;67(9):911-23. Pubmed
  8. Marks HD, Fleet JC, Peleg S: Transgenic expression of the human Vitamin D receptor (hVDR) in the duodenum of VDR-null mice attenuates the age-dependent decline in calcium absorption. J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):513-6. Epub 2007 Jan 5. Pubmed
  9. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed

Enzymes

1. 1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial Q07973 Details

References:

  1. Masuda S, Strugnell SA, Knutson JC, St-Arnaud R, Jones G: Evidence for the activation of 1alpha-hydroxyvitamin D2 by 25-hydroxyvitamin D-24-hydroxylase: delineation of pathways involving 1alpha,24-dihydroxyvitamin D2 and 1alpha,25-dihydroxyvitamin D2. Biochim Biophys Acta. 2006 Feb;1761(2):221-34. Epub 2006 Feb 2. Pubmed
  2. Sakaki T, Kagawa N, Yamamoto K, Inouye K: Metabolism of vitamin D3 by cytochromes P450. Front Biosci. 2005 Jan 1;10:119-34. Print 2005 Jan 1. Pubmed
  3. Abe D, Sakaki T, Kusudo T, Kittaka A, Saito N, Suhara Y, Fujishima T, Takayama H, Hamamoto H, Kamakura M, Ohta M, Inouye K: Metabolism of 2 alpha-propoxy-1 alpha,25-dihydroxyvitamin D3 and 2 alpha-(3-hydroxypropoxy)-1 alpha,25-dihydroxyvitamin D3 by human CYP27A1 and CYP24A1. Drug Metab Dispos. 2005 Jun;33(6):778-84. Epub 2005 Mar 11. Pubmed
  4. Sakaki T: [Recent studies on vitamin D metabolizing enzymes] Clin Calcium. 2006 Jul;16(7):1129-35. Pubmed
  5. Inouye K, Sakaki T: Enzymatic studies on the key enzymes of vitamin D metabolism; 1 alpha-hydroxylase (CYP27B1) and 24-hydroxylase (CYP24). Biotechnol Annu Rev. 2001;7:179-94. Pubmed

2. 25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial O15528 Details

References:

  1. Turunen MM, Dunlop TW, Carlberg C, Vaisanen S: Selective use of multiple vitamin D response elements underlies the 1 alpha,25-dihydroxyvitamin D3-mediated negative regulation of the human CYP27B1 gene. Nucleic Acids Res. 2007;35(8):2734-47. Epub 2007 Apr 10. Pubmed
  2. Gallagher JC, Sai AJ: Vitamin D insufficiency, deficiency, and bone health. J Clin Endocrinol Metab. 2010 Jun;95(6):2630-3. Pubmed
  3. Sakaki T, Kagawa N, Yamamoto K, Inouye K: Metabolism of vitamin D3 by cytochromes P450. Front Biosci. 2005 Jan 1;10:119-34. Print 2005 Jan 1. Pubmed
  4. Sakaki T: [Recent studies on vitamin D metabolizing enzymes] Clin Calcium. 2006 Jul;16(7):1129-35. Pubmed
  5. Inouye K, Sakaki T: Enzymatic studies on the key enzymes of vitamin D metabolism; 1 alpha-hydroxylase (CYP27B1) and 24-hydroxylase (CYP24). Biotechnol Annu Rev. 2001;7:179-94. Pubmed

3. Sterol 26-hydroxylase, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Sterol 26-hydroxylase, mitochondrial Q02318 Details

References:

  1. Binkley N, Ramamurthy R, Krueger D: Low vitamin D status: definition, prevalence, consequences, and correction. Endocrinol Metab Clin North Am. 2010 Jun;39(2):287-301, table of contents. Pubmed
  2. Masuda S, Strugnell SA, Knutson JC, St-Arnaud R, Jones G: Evidence for the activation of 1alpha-hydroxyvitamin D2 by 25-hydroxyvitamin D-24-hydroxylase: delineation of pathways involving 1alpha,24-dihydroxyvitamin D2 and 1alpha,25-dihydroxyvitamin D2. Biochim Biophys Acta. 2006 Feb;1761(2):221-34. Epub 2006 Feb 2. Pubmed
  3. Sakaki T, Kagawa N, Yamamoto K, Inouye K: Metabolism of vitamin D3 by cytochromes P450. Front Biosci. 2005 Jan 1;10:119-34. Print 2005 Jan 1. Pubmed
  4. Abe D, Sakaki T, Kusudo T, Kittaka A, Saito N, Suhara Y, Fujishima T, Takayama H, Hamamoto H, Kamakura M, Ohta M, Inouye K: Metabolism of 2 alpha-propoxy-1 alpha,25-dihydroxyvitamin D3 and 2 alpha-(3-hydroxypropoxy)-1 alpha,25-dihydroxyvitamin D3 by human CYP27A1 and CYP24A1. Drug Metab Dispos. 2005 Jun;33(6):778-84. Epub 2005 Mar 11. Pubmed
  5. Sakaki T: [Recent studies on vitamin D metabolizing enzymes] Clin Calcium. 2006 Jul;16(7):1129-35. Pubmed

4. Cytochrome P450 3A4

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Cytochrome P450 3A4 P08684 Details

References:

  1. Binkley N, Ramamurthy R, Krueger D: Low vitamin D status: definition, prevalence, consequences, and correction. Endocrinol Metab Clin North Am. 2010 Jun;39(2):287-301, table of contents. Pubmed

5. Vitamin D 25-hydroxylase

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Vitamin D 25-hydroxylase Q6VVX0 Details

References:

  1. Ramos-Lopez E, Bruck P, Jansen T, Pfeilschifter JM, Radeke HH, Badenhoop K: CYP2R1-, CYP27B1- and CYP24-mRNA expression in German type 1 diabetes patients. J Steroid Biochem Mol Biol. 2007 Mar;103(3-5):807-10. Epub 2007 Jan 16. Pubmed
  2. Ramos-Lopez E, Bruck P, Jansen T, Herwig J, Badenhoop K: CYP2R1 (vitamin D 25-hydroxylase) gene is associated with susceptibility to type 1 diabetes and vitamin D levels in Germans. Diabetes Metab Res Rev. 2007 Jul 2;. Pubmed
  3. Masuda S, Strugnell SA, Knutson JC, St-Arnaud R, Jones G: Evidence for the activation of 1alpha-hydroxyvitamin D2 by 25-hydroxyvitamin D-24-hydroxylase: delineation of pathways involving 1alpha,24-dihydroxyvitamin D2 and 1alpha,25-dihydroxyvitamin D2. Biochim Biophys Acta. 2006 Feb;1761(2):221-34. Epub 2006 Feb 2. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:08